data_NR8
#

_chem_comp.id                                   NR8
_chem_comp.name                                 "2-chloranyl-4-[[1-methyl-3-[(2~{S})-2-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H18 Cl N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-12-11
_chem_comp.pdbx_modified_date                   2020-04-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       371.821
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NR8
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6TOO
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
NR8  C1   C1   C   0  1  Y  N  N  25.080   -8.990  12.197  -2.658  -0.715   2.066  C1   NR8   1  
NR8  C2   C2   C   0  1  Y  N  N  25.220   -9.323  13.524  -1.884   0.091   1.260  C2   NR8   2  
NR8  C3   C3   C   0  1  Y  N  N  26.406   -9.911  13.941  -2.426   0.594   0.078  C3   NR8   3  
NR8  C4   C4   C   0  1  Y  N  N  27.404  -10.157  12.977  -3.755   0.250  -0.242  C4   NR8   4  
NR8  C5   C5   C   0  1  N  N  N  28.613  -10.837  13.341  -4.366   0.735  -1.443  C5   NR8   5  
NR8  C6   C6   C   0  1  Y  N  N  25.655   -9.895  16.224  -0.319   1.611  -0.507  C6   NR8   6  
NR8  C7   C7   C   0  1  Y  N  N  25.114  -10.961  16.926   0.481   0.545  -0.121  C7   NR8   7  
NR8  C8   C8   C   0  1  Y  N  N  24.110  -10.703  17.834   1.829   0.748   0.123  C8   NR8   8  
NR8  C9   C9   C   0  1  N  N  N  22.400  -10.792  19.399   3.995   0.632   0.606  C9   NR8   9  
NR8  C10  C10  C   0  1  Y  N  N  23.651   -9.423  18.055   2.379   2.024  -0.019  C10  NR8  10  
NR8  C11  C11  C   0  1  Y  N  N  24.194   -8.351  17.366   1.576   3.086  -0.405  C11  NR8  11  
NR8  C12  C12  C   0  1  Y  N  N  25.201   -8.599  16.451   0.232   2.880  -0.647  C12  NR8  12  
NR8  C13  C13  C   0  1  N  N  N  21.854   -8.354  19.515   4.709   3.009   0.274  C13  NR8  13  
NR8  C14  C14  C   0  1  N  N  N  23.430  -13.150  18.685   2.749  -1.532   0.781  C14  NR8  14  
NR8  C15  C15  C   0  1  N  N  S  22.442  -13.776  17.717   3.001  -2.312  -0.511  C15  NR8  15  
NR8  C16  C16  C   0  1  N  N  N  22.500  -15.285  17.725   2.756  -3.802  -0.262  C16  NR8  16  
NR8  C17  C17  C   0  1  N  N  N  23.806  -15.894  17.293   2.887  -4.567  -1.581  C17  NR8  17  
NR8  O    O1   O   0  1  N  N  N  21.568  -11.190  20.180   5.086   0.196   0.925  O    NR8  18  
NR8  N3   N1   N   0  1  N  N  N  23.323  -11.582  18.683   2.866  -0.096   0.514  N3   NR8  19  
NR8  O1   O2   O   0  1  N  N  N  22.701  -13.298  16.400   4.353  -2.115  -0.930  O1   NR8  20  
NR8  N4   N2   N   0  1  N  N  N  22.615   -9.488  19.007   3.735   1.914   0.290  N4   NR8  21  
NR8  N2   N3   N   0  1  N  N  N  26.614  -10.181  15.253  -1.680   1.408  -0.760  N2   NR8  22  
NR8  N    N4   N   0  1  Y  N  N  26.023   -9.186  11.275  -3.900  -1.024   1.737  N    NR8  23  
NR8  C    C18  C   0  1  Y  N  N  27.142   -9.747  11.680  -4.465  -0.574   0.635  C    NR8  24  
NR8  CL   CL1  CL  0  0  N  N  N  28.371   -9.913  10.496  -6.101  -1.019   0.263  CL   NR8  25  
NR8  N1   N5   N   0  1  N  N  N  29.580  -11.371  13.600  -4.850   1.120  -2.396  N1   NR8  26  
NR8  H1   H1   H   0  1  N  N  N  24.149   -8.542  11.882  -2.240  -1.105   2.983  H1   NR8  27  
NR8  H2   H2   H   0  1  N  N  N  24.423   -9.131  14.227  -0.869   0.332   1.541  H2   NR8  28  
NR8  H3   H3   H   0  1  N  N  N  25.470  -11.968  16.765   0.053  -0.441  -0.011  H3   NR8  29  
NR8  H4   H4   H   0  1  N  N  N  23.840   -7.346  17.539   2.000   4.073  -0.515  H4   NR8  30  
NR8  H5   H5   H   0  1  N  N  N  25.641   -7.777  15.906  -0.394   3.708  -0.948  H5   NR8  31  
NR8  H6   H6   H   0  1  N  N  N  21.112   -8.708  20.246   4.742   3.480   1.256  H6   NR8  32  
NR8  H7   H7   H   0  1  N  N  N  22.537   -7.642  20.001   5.695   2.614   0.028  H7   NR8  33  
NR8  H8   H8   H   0  1  N  N  N  21.338   -7.856  18.681   4.416   3.745  -0.474  H8   NR8  34  
NR8  H9   H9   H   0  1  N  N  N  23.221  -13.521  19.699   1.747  -1.752   1.148  H9   NR8  35  
NR8  H10  H10  H   0  1  N  N  N  24.450  -13.439  18.392   3.484  -1.824   1.531  H10  NR8  36  
NR8  H11  H11  H   0  1  N  N  N  21.429  -13.471  18.020   2.324  -1.958  -1.288  H11  NR8  37  
NR8  H12  H12  H   0  1  N  N  N  21.715  -15.656  17.050   3.491  -4.177   0.450  H12  NR8  38  
NR8  H13  H13  H   0  1  N  N  N  22.292  -15.625  18.750   1.754  -3.943   0.142  H13  NR8  39  
NR8  H14  H14  H   0  1  N  N  N  23.733  -16.991  17.338   2.712  -5.629  -1.404  H14  NR8  40  
NR8  H15  H15  H   0  1  N  N  N  24.032  -15.584  16.262   2.152  -4.192  -2.293  H15  NR8  41  
NR8  H16  H16  H   0  1  N  N  N  24.609  -15.553  17.963   3.889  -4.426  -1.985  H16  NR8  42  
NR8  H17  H17  H   0  1  N  N  N  22.665  -12.349  16.394   5.011  -2.409  -0.286  H17  NR8  43  
NR8  H18  H18  H   0  1  N  N  N  27.479  -10.597  15.532  -2.101   1.838  -1.520  H18  NR8  44  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
NR8  CL   C    SING  N  N   1  
NR8  N    C    DOUB  Y  N   2  
NR8  N    C1   SING  Y  N   3  
NR8  C    C4   SING  Y  N   4  
NR8  C1   C2   DOUB  Y  N   5  
NR8  C4   C5   SING  N  N   6  
NR8  C4   C3   DOUB  Y  N   7  
NR8  C5   N1   TRIP  N  N   8  
NR8  C2   C3   SING  Y  N   9  
NR8  C3   N2   SING  N  N  10  
NR8  N2   C6   SING  N  N  11  
NR8  C6   C12  DOUB  Y  N  12  
NR8  C6   C7   SING  Y  N  13  
NR8  O1   C15  SING  N  N  14  
NR8  C12  C11  SING  Y  N  15  
NR8  C7   C8   DOUB  Y  N  16  
NR8  C17  C16  SING  N  N  17  
NR8  C11  C10  DOUB  Y  N  18  
NR8  C15  C16  SING  N  N  19  
NR8  C15  C14  SING  N  N  20  
NR8  C8   C10  SING  Y  N  21  
NR8  C8   N3   SING  N  N  22  
NR8  C10  N4   SING  N  N  23  
NR8  N3   C14  SING  N  N  24  
NR8  N3   C9   SING  N  N  25  
NR8  N4   C9   SING  N  N  26  
NR8  N4   C13  SING  N  N  27  
NR8  C9   O    DOUB  N  N  28  
NR8  C1   H1   SING  N  N  29  
NR8  C2   H2   SING  N  N  30  
NR8  C7   H3   SING  N  N  31  
NR8  C11  H4   SING  N  N  32  
NR8  C12  H5   SING  N  N  33  
NR8  C13  H6   SING  N  N  34  
NR8  C13  H7   SING  N  N  35  
NR8  C13  H8   SING  N  N  36  
NR8  C14  H9   SING  N  N  37  
NR8  C14  H10  SING  N  N  38  
NR8  C15  H11  SING  N  N  39  
NR8  C16  H12  SING  N  N  40  
NR8  C16  H13  SING  N  N  41  
NR8  C17  H14  SING  N  N  42  
NR8  C17  H15  SING  N  N  43  
NR8  C17  H16  SING  N  N  44  
NR8  O1   H17  SING  N  N  45  
NR8  N2   H18  SING  N  N  46  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
NR8  InChI             InChI                 1.03   "InChI=1S/C18H18ClN5O2/c1-3-12(25)10-24-16-8-11(4-5-15(16)23(2)18(24)26)22-14-6-7-21-17(19)13(14)9-20/h4-8,12,25H,3,10H2,1-2H3,(H,21,22)/t12-/m0/s1"  
NR8  InChIKey          InChI                 1.03   YYQGUWHFXVXQOO-LBPRGKRZSA-N  
NR8  SMILES_CANONICAL  CACTVS                3.385  "CC[C@H](O)CN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12"  
NR8  SMILES            CACTVS                3.385  "CC[CH](O)CN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12"  
NR8  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC[C@@H](CN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O"  
NR8  SMILES            "OpenEye OEToolkits"  2.0.7  "CCC(CN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O"  
#
_pdbx_chem_comp_identifier.comp_id          NR8
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "2-chloranyl-4-[[1-methyl-3-[(2~{S})-2-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NR8  "Create component"  2019-12-11  PDBE  
NR8  "Initial release"   2020-04-22  RCSB  
##
